A student who achieves a term academic average of greater than 90 and an academic effort average of 1.99 or better earns a spot on the Headmaster's List. This list is the equivalent of a Dean's List and is compiled at the end of each term. Congratulations to all students who earned a spot on the Headmaster's List this term!

The National Honor Society recognizes students who demonstrate excellence in academics, service, leadership, and character. Each year, NHS members at Trinity-Pawling plan and lead fundraising efforts for several organizations, including Relay for Life, the National Stroke Association, Pathways Togo, and many more. These service opportunities allow the boys to discover their strengths and make a meaningful impact on their school, community, and world.

The Trinity-Pawling Cum Laude Society recognizes graduating seniors for their scholastic achievement during their years at the School. Students selected for the Cum Laude Society exemplify the qualities of excellence, justice, and honor in their academic and personal endeavors.